Title: Shelter Island Holidays 2026 from £1,435 | Expedia.co.uk [Shelter Island Travel Guide](https://expedia.co.uk/Shelter-Island.dx157359)[Hotels in Shelter Island](https://expedia.co.uk/Shelter-Island-Hotels.d157359.Travel-Guide-Hotels)[Holiday Rentals in Shelter Island](https://expedia.co.uk/Shelter-Island-Holiday-Rentals.d157359.Travel-Guide-HolidayRentals)[Flights to Shelter Island](https://expedia.co.uk/Cheap-Flights-To-Shelter-Island.d157359.Travel-Guide-Flights)[Shelter Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Shelter-Island.d157359.Car-Hire-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Shelter Island Holidays from £1,435 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### Your Shelter Island Holiday Lock in a Shelter Island holiday package that includes everything you need and nothing you don't. Great for views, fishing and nature, consider basing yourself in the neighbourhood of Orient Point. If taking in sights is on the cards during your trip to Shelter Island, check out top attractions like [67 Steps Beach](https://www.expedia.co.uk/67-Steps-Beach-Greenport.d553248626388140598.Attraction), [Railroad Museum of Long Island](https://www.expedia.co.uk/Railroad-Museum-Of-Long-Island-Pipes-Cove.d6327144.Attraction) and [Kontokosta Winery](https://www.expedia.co.uk/Kontokosta-Winery-Greenport.d6326928.Attraction). Whatever your travel plans or the size of your budget, organising a tailored Shelter Island holiday is a cinch with Expedia. ## Top Shelter Island Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![Collective Retreats Governors Island](https://images.trvl-media.com/lodging/27000000/26930000/26921700/26921657/9e254c3f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Collective Retreats Governors Island Manhattan £1,435 per person 4 May - 7 May found 18 hours ago Return flight included London (LHR) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (82 reviews) So beautiful, an escape from the city. Our tent rattled so loud throughout the night it felt like someone shaking a saucepan full of cutlery over our heads—even with white noise on and noise cancelling headphones in. Dinner at the restaurant was incredible, but breakfast was stingy AF. Highly recommend for families Reviewed on 12 Oct 2025 ![1 Hotel Brooklyn Bridge](https://images.trvl-media.com/lodging/16000000/15400000/15399700/15399642/b1e6b86c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel Brooklyn Bridge £2,012 per person 4 May - 7 May found 18 hours ago Return flight included London (LHR) to Newark Liberty Intl. Airport (EWR) 8.8/10 Excellent! (1,000 reviews) Excellent staff, clean room, fantastic onsite restaurants. Reviewed on 10 Mar 2026 ![Wyndham Garden Chinatown](https://images.trvl-media.com/lodging/6000000/5050000/5045700/5045651/6543c89d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyndham Garden Chinatown Manhattan £1,459 per person 4 May - 7 May found 18 hours ago Return flight included London (LHR) to Newark Liberty Intl. Airport (EWR) 8/10 Very Good! (1,002 reviews) Highly recommend for any families to stay here. Family of 4 here and we had a great experience staying here. Clean room, friendly staff, breakfast was included during our stay and the staff at the breakfast are very friendly and helpful. Love that this location was near for all Chinatown top places to eat like literally 5-10 mins walking distance. My family would definitely stay here again. Reviewed on 2 Mar 2026 ![Hilton Brooklyn New York](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929014/c55fa87d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Brooklyn New York £1,448 per person 4 May - 7 May found 18 hours ago Return flight included London (LHR) to New York (JFK) 8.6/10 Excellent! (1,000 reviews) Nice lobby bar, good location Reviewed on 27 Mar 2026 ![SIXTY Lower East Side](https://images.trvl-media.com/lodging/2000000/1870000/1866500/1866407/378eb485_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### SIXTY Lower East Side Manhattan £1,540 per person 4 May - 7 May found 18 hours ago Return flight included London (LHR) to Newark Liberty Intl. Airport (EWR) 8.4/10 Very Good! (1,017 reviews) We had not stayed in this part of town and wanted to explore a new area so I researched the hotels in the Lower East Side and decided on the Sixty LES. I was very happy with this hotel! They were extremely accommodating. We were coming from another hotel and they were happy to give us an early check-in and also upgrade our room to a high floor with an amazing view! Daniel and Nazar at the front desk were extremely kind to do this. The hotel was in a great location close to so many things within walking distance. I would highly recommend this hotel if you are staying in this area! Reviewed on 21 Mar 2026 ## Where to stay in Shelter Island Find the best Shelter Island areas and neighborhoods for the activities you enjoy most. [Learn more about Shelter Island](https://expedia.co.uk/Shelter-Island.dx157359) ![Center console boat on Long Island, NY. Photographed by drone.](https://images.trvl-media.com/place/553248635976481903/93829460-9892-494c-803a-a3af6b3b8523.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Silver Beach While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach. [Find hotels in Silver Beach](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976481903) ![Welcome To The Beach. Driftwood beach hut with handwritten welcome sign. Port Crescent State Park. Port Austin, Michigan.](https://images.trvl-media.com/place/553248635976481214/0fd5766e-1ec1-4630-87ca-616953333ece.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Menantic Creek While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset Beach. [Find hotels in Menantic Creek](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976481214) ![A sweeping view of the natural beauty at Mashomack Preserve on Shelter Island which is situated between the North and South Forks of Long Island, New York.](https://images.trvl-media.com/place/553248635976480820/ef16583d-a1b3-4f29-8d9e-0f21fcceaafc.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Coecles Harbor While Coecles Harbor isn't home to many top sights, Gardiner's Bay Country Club and Shelter Island Whale's Tail are some notable places to visit nearby. [Find hotels in Coecles Harbor](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976480820) ![view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water](https://images.trvl-media.com/place/553248635976470037/504e907d-021d-4378-950f-32bb724622a2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Hay Beach When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area. [Find hotels in Hay Beach](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976470037) ![Aerial Views of Mamaroneck, New Rochelle, and Larchmont](https://images.trvl-media.com/place/553248635976481937/9210af7b-6de4-447d-b525-19512b2b53b1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Shorewood While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Gardiner's Bay Country Club. [Find hotels in Shorewood](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Dest.PKG.Neighborhoods®ionId=553248635976481937) ### Shelter Island Beach Holiday There's nothing that can beat a Shelter Island holiday. Whether you're enjoying refreshing margaritas at a local hot spot or reading your favourite book by the ocean's edge, your trip to Shelter Island is the time to live out your beachy dreams. Many will suggest you stay close to Wades Beach, situated just 1 mile from downtown. However, you'll also discover a fantastic range of Shelter Island holiday deals around Menhadden Lane Beach and Shell Beach, two other well-liked nearby options. ## Shelter Island Essential Information | Language | English | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | U.S dollars | | Population | 1,350 | | Max Temp Winter | 4ºC | | Max Temp Summer | 24ºC | | Top Sights | [East Hampton Main Beach](https://www.expedia.co.uk/East-Hampton-Main-Beach-East-Hampton.d6326946.Attraction), [Wolffer Estates Vineyard](https://www.expedia.co.uk/Wolffer-Estates-Vineyard-Sagaponack.d6064497.Attraction) and [67 Steps Beach](https://www.expedia.co.uk/67-Steps-Beach-Greenport.d553248626388140598.Attraction) | ## Top hotels in Shelter Island ![Gurney's Montauk Resort & Seawater Spa](https://images.trvl-media.com/lodging/8000000/7040000/7033800/7033726/b29cbb53_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Gurney's Montauk Resort & Seawater Spa 290 Old Montauk Highway Montauk NY £352 1 Apr - 2 Apr includes taxes & fees 8.4/10 Very Good! (748 reviews) Absolutely beautiful property- laid back but classically tasteful. Staff was wonderful…Mimmeo & Sebastian are fabulous & friendly & Ivette in the spa gave a top notch massage. Gigi’s never disappointed! I will absolutely be back. Reviewed on 27 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=7033726&PinnedHotelID=7033726&HadPinnedHotel=true®ionId=157359) ![Montauk Manor](https://images.trvl-media.com/lodging/13000000/12700000/12694100/12694044/4be91ce8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Montauk Manor 236 Edgemere St. Montauk NY £145 13 Apr - 14 Apr includes taxes & fees 9.2/10 Wonderful! (1,309 reviews) Went for a quick one both stay with my kids to go hiking. We picked this place because they had a pool. Everything was clean and nice. The rooms were cool the kids loved it Reviewed on 28 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=13%2F04%2F2026&endDate=14%2F04%2F2026&selected=12694044&PinnedHotelID=12694044&HadPinnedHotel=true®ionId=157359) ![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Water's Edge Resort & Spa 1525 Boston Post Road Westbrook CT Fully refundableReserve now, pay when you stay £215 5 Apr - 6 Apr includes taxes & fees 8.8/10 Excellent! (1,000 reviews) The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever. Reviewed on 24 Mar 2026 [](https://expedia.co.uk/Hotel-Search?startDate=05%2F04%2F2026&endDate=06%2F04%2F2026&selected=9679841&PinnedHotelID=9679841&HadPinnedHotel=true®ionId=157359) [See all 4,751 properties in Shelter Island](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=29%2F03%2F2026&endDate=30%2F03%2F2026®ionId=157359) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Popular places to visit #### Shelter Island Historical Society You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums. [](https://expedia.co.uk/Shelter-Island-Historical-Society-Shelter-Island.d553248635961235094.Attraction) #### Havens House You can spend an afternoon studying the exhibits at Havens House during your travels in Shelter Island. Stroll along the area's beaches or simply enjoy its wineries. [](https://expedia.co.uk/Havens-House-Shelter-Island.d6232745.Attraction) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app